Organic Chemistry

Chapter 6: Aldehydes & Ketones I

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A ____ has two alkyl groups bonded to the carbonyl.

____ has one alkyl group and one hydrogen bonded to a carbonyl.

Aryl is any functional group or substituent derived from ____ .

____ is any functional group or substituent derived from an aromatic ring .

____ are named by replacing the – e at the end of the alkane name with the suffix – al .

Aldehydes are named by replacing the ____.

If the aldehyde is attached to a ____, the suffix – carbaldehyde is used instead.

If the aldehyde is attached to a ring, the suffix ____ is used instead.

Ketones are named by replacing the ____.

____ are named by replacing the – e with the suffix – one .

When naming ketones by their common names, the two alkyl groups are named ____.

When ketones are named as substituents, use either the prefix ____.

When ketones are named as ____, use either the prefix oxo – or keto –.

The physical properties of aldehydes and ketones are governed by the presence of the ____ group.

The dipole of the carbonyl is stronger than the dipole of an alcohol because ____.

While the dipole moment in the carbonyl group increases the ____.

Generally, aldehydes are more reactive toward nucleophiles than ____.

Generally, a____re more reactive toward nucleophiles than ketones.

Generally, aldehydes are more reactive toward nucleophiles than ketones because ____.

The carbonyl carbon is the most common ____ you’ll see on Test Day.

The carbon____ is the most common electrophile you’ll see on Test Day.

In the presence of ____, aldehydes and ketones react to form geminal diols (1,1-diols).

In the presence of water, aldehydes and ketones react to form ____.

When ____ is added to an aldehyde or ketone, the product is a hemiacetal or hemiketal, respectively.

When one equivalent of alcohol is added to an aldehyde or ketone, the product is a ____, respectively.

Nitrogen and nitrogen-based functional groups act as good nucleophiles due to ____.

Nitrogen and nitrogen-based functional groups act as good ____ due to the lone pair of electrons on nitrogen.

____ is lost, producing an imine .

Ammonia adds to the carbon atom and water is lost, producing ____ .

____ is a compound with a nitrogen atom double-bonded to a carbon atom.

Imine is a compound with a ____ atom.

Hydroxylamine reacts with aldehydes and ketones to form ____.

____ reacts with aldehydes and ketones to form oximes.

Hydroxylamine formula is (____).

____ formula is (H 2 N–OH).

Hydrazine formula is (____).

____ formula is (H 2 N–NH 2 ).

____ formula is (H 2 N–NH–C(O)NH 2 ).

Semicarbazide formula is (____).

____ reacts with aldehydes and ketones to form hydrazones.

Hydrazine reacts with aldehydes and ketones to form ____.

____ reacts with aldehydes and ketones to form semicarbazones.

Semicarbazide reacts with aldehydes and ketones to form ____.

Enamines contain both a ____ group.

____ contain both a double bond on an adjacent carbon, and themselves have a nitrogen-containing group.

Hydrogen cyanide (HCN) is a classic ____ on the MCAT.

HCN has both ____ atom, rendering it relatively acidic with a p K a of 9.2.

HCN has both triple bonds and an electronegative nitrogen atom, rendering it relatively ____.

Reactions between cyanide and aldehydes/ketones produce compounds called ____ .

Reactions between ____ produce compounds called cyanohydrins .

Aldehydes are more oxidized than ____.

____ are more oxidized than alcohols but less oxidized than carboxylic acids.

____ are as oxidized as secondary carbons can get.

Most oxidizing agents will turn aldehydes into carboxylic acids; ____, however, is anhydrous and is not strong enough to oxidize past the p…

Aldehydes and ketones can also undergo reduction to form ____.

Reduction of aldehydes and ketones is often performed by ____ reagents.

____ of aldehydes and ketones is often performed by hydride reagents.

The most common of ____ reagents seen on the MCAT are lithium aluminum hydride (LiAlH 4 ) and sodium borohydride (NaBH 4 ).

The most common of hydride reagents seen on the MCAT are ____.

Sodium borohydride (NaBH 4 ) is often used when ____ conditions are needed.

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